Potassium Carbonate → HCID 67498091, 화합물

HRID 74228노트

반응식

HRID 74228 반응식
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][C:3]=1[N+:17]([O-])=O.C(=O)([O-])[O-].[K+].[K+].[CH:26]1([CH2:29][NH2:30])[CH2:28][CH2:27]1.[H][H]>C(O)C.[C].[Pd].O>[CH:26]1([CH2:29][NH:30][C:2]2[CH:7]=[CH:6][C:5]([C:8]3[O:9][C:10]4[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=4[N:12]=3)=[CH:4][C:3]=2[NH2:17])[CH2:28][CH2:27]1

참가 물질

8

반응물 4

HCID 11430Potassium CarbonateHCID 75646CyclopropanemethanamineHCID 219909702-(4-Fluoro-3-nitrophenyl)benzoxazoleHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 67498091HCID 67498091, 화합물수율 44%

시약·촉매·용매 3

HCID 178418390HCID 178418390, 화합물촉매HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a suspension of 2-(4-fluoro-3-nitrophenyl)benzoxazole (see Working Example 15-2) (300 mg, 1.16 mmol) in ethanol (5 mL) was added potassium carbonate (176 mg, 1.28 mmol) and cyclopropylmethylamine (176 mg, 1.28 mmol), and this was heated to reflux for 7 hours. After the reaction was complete, this was cooled to room temperature, water was added, and the precipitated crystals were filtered, washed with water and then dried. To a tetrahydrofuran solution (5 mL) of the crystals obtained was added 10% palladium-carbon (50 mg). A hydrogen atmosphere was substituted in the flask, and this was stirred at room temperature for 6 hours. After the reaction was complete, this was filtered through Celite and the filtrate was concentrated. The residue obtained was purified by silica gel column chromatography to yield the title compound (142 mg, 44% yield).

후처리

  1. temperaturethis was heated
  2. temperatureto reflux for 7 hours
  3. filtrationthe precipitated crystals were filtered
  4. washwashed with water
  5. customdried
  6. customTo a tetrahydrofuran solution (5 mL) of the crystals obtained
  7. filtrationthis was filtered through Celite
  8. concentrationthe filtrate was concentrated
  9. customThe residue obtained
  10. customwas purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-521c6c83bab1436a94260102940597ae
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829035B2

반응 노트

불러오는 중…